Executive Assistant

Who you are

• We are seeking a proactive, detail-obsessed, and highly organized Executive Assistant to support Pearl’s CEO, CTO, and COO
• The ideal candidate anticipates needs before they surface, handles sensitive information with absolute discretion, and thrives on bringing order to a dynamic, high-growth environment
• This role requires exceptional judgment, ownership, and the ability to operate independently once expectations are clear
• 10+ years of experience as an Executive Assistant, with at least 5 years supporting C-level executives, ideally in a high-growth technology or SaaS environment
• Experience with office management or workplace operations a plus
• Proven ability to support multiple executives simultaneously and prioritize competing demands
• Exceptional written and verbal communication skills, with the polish to represent executives externally
• Advanced proficiency with Google Workspace, Slack, Zoom, and expense/travel tools; comfort learning new software quickly, including AI tools
• Impeccable attention to detail and follow-through
• High degree of discretion and sound judgment with confidential information
• Ability to work independently, anticipate needs, and flag issues before they become problems
• Calm, resourceful, and solutions-oriented under pressure in a fast-paced environment

What the job involves

• This role is the operational backbone of our executive team: you will own complex calendars, coordinate travel and events, prepare materials for board and leadership meetings, and keep three fast-moving executives focused on what matters most
• You will also manage the day-to-day operations of our small West Hollywood office, keeping it running smoothly and welcoming for the team and visitors
• Manage complex, ever-changing calendars across three executives, prioritizing meetings based on business impact and resolving conflicts proactively
• Coordinate domestic and international travel end to end, including flights, lodging, ground transportation, and detailed itineraries
• Prepare agendas, briefing documents, and follow-up notes for leadership meetings, customer visits, and industry events
• Serve as a gatekeeper and point of contact between executives and internal teams, customers, investors, and partners
• Plan and execute executive offsites, team events, and conference logistics
• Manage expense reports, invoices, and approvals for the executive team in a timely, accurate manner
• Draft, review, and polish executive communications, presentations, and correspondence
• Track action items and commitments across the executive team and follow up to ensure completion
• Handle confidential company, personnel, and financial information with complete discretion
• Manage day-to-day operations of our small West Hollywood office, including supplies, snacks, mail, vendors, and facilities requests
• Serve as the point of contact for building management and coordinate office access for employees and guests
• Greet and host visitors, and coordinate onsite meetings, lunches, and in-office events
• Identify and fix process gaps in how the executive office runs; own the fixes rather than waiting for direction
• Support special projects and cross-functional initiatives as assigned by the CEO, CTO, or COO

Benefits

• Healthcare: Our robust range of PPO and HMO offerings have your dental, vision, and general health covered from day-one
• Ongoing learning: We want our team members to grow with us, so we invest whenever there’s a chance to expand an employee’s skill
• Unlimited vacation: Maintain a healthy work and life balance with unlimited paid time off anytime you need to recharge
• Home office: Wherever you call office, we make sure that you have all the technologies and supplies you need to succeed
• Company gatherings: We work remotely but we play together at annual off-sites, regional team dinners, and virtual happy hours